The Biggest VMA Red Carpet Fashion Disasters Of All Time

Let’s face it, award-show fashion is one of the top reasons we tune in. Let’s revisit some of the most WTF VMA outfits of the last 18 years, and tune in to the 2012 MTV Video Music Awards Thursday, Sept. 6 at 8/7c.

1. Christina Aguilera (2002)

AFP / DON EMMERT / Getty Images

We don’t even know where to start here. Is that a scarf or a top? Are those denim shorts or just..a denim belt? Don’t get us started on that makeup, oy vey.

ID: 528101

2. Lil’ Kim (2000)

Nick Elgar / Getty Images

This look is what happens when super hero costume meets raincoat meets construction meets Lil Kim. We can always count for Lil’ Kim to take it to the limit when it comes to red carpet fashion.

ID: 528017

3. Lil’ Mama (2007)

Redferns Christina Radish / Getty Images

This is just confusing. Why was Lil’ Mama dressed like a big baby? Wait wait wait wait! Was it backwards day??

ID: 528025

4. Pamela Anderson and Tommy Lee (1999)

Frank Micelotta / Getty Images

Adventures in bad decisions: the hat wear edition.

ID: 528035

5. Rose McGowan (1998)

Brenda Chase / Getty Images

Cannot unsee.

ID: 528062

6. Britney Spears (2002)

Frank Micelotta / Getty Images

All things considered, this Eastern European dominatrix look was pretty tame compared to other outfits Britney performed in over the years.

ID: 528106

7. Lady Gaga (2009)

Christopher Polk / Getty Images

No one can forget the infamous meat dress of 2010, but Gaga’s all-over red lace number was just as memorable.

ID: 528233

8. Flavor Flav (1990)

Frank Micelotta / Getty Images

The visual pun between the baseball pajamas and the batman sunglasses takes a second to process, but when you get it, it’s amazing.

ID: 531386

9. Steven Tyler (1987)

The LIFE Picture Collection / Getty Images

Truthfully, this is one of the more conservative outfits the Aerosmith lead singer has donned over the years.

ID: 528118

10. Will.i.am (2010)

Kevin Mazur / Getty Images

A Black Eyed Pea in black face. There are no words.

ID: 528282

11. Paula Abdul (1987)

George Rose / Getty Images

With that perm and all that glitter, Paula probably fit right in in 1987 - but looking back this look is just a bit crazy. We think it might be the shoulder tassels that throw it over the edge.

ID: 528294

12. Fergie (2006)

Kevin Mazur / Getty Images

A little dash of British fashion and a little dash of school girl fancy and where did 65% of her shirt go?

ID: 528296

13. Christina Aguilera (2003)

Frank Micelotta / Getty Images

A carnival dancer in Brazil was probably missing her headdress a LOT that year.

ID: 528088

14. Outkast (2001)

Frank Micelotta / Getty Images

This picture probably belongs in the “most epic VMA outfits” post but Big Boi’s pants were way too awesome to not include. These two knew swag before swag was swag.

ID: 528339

15. Jennifer Lopez (2001)

Frank Micelotta / Getty Images

Jennifer Lopez has always been a fashion trendsetter, but somehow this “jungle pirate gypsy in St. Tropez” trend never quite took off.

ID: 531516

16. Gwen Stefani (1998)

Ron Galella / Getty Images

Matching your hair to your fuzzy baby blue bra is a move only the most confident of style icons can pull off. That skirt on the other hand? Unforgivable.

ID: 528379

17. Nicki Minaj (2011)

Kevin Winter / Getty Images

Nicki always brings the wacky but this get up definitely fell into the “trying too hard” category. Maybe try ditching the surgical mask next time?

ID: 528384

18. Backstreet Boys (1998)

AFP / Vince Bucci / Getty Images

What’s worse than a terrible red carpet outfit? Five terrible red carpet outfits! Thank God the 90s are over.

ID: 528600

19. Lenny Kravitz (1993)

Kevin Winter / Getty Images

You gotta give it up to Lenny: winning a Moonman while dressed as a Moonman is pretty on point.

ID: 528393

20. Perez Hilton (2009)

Michael Loccisano / Getty Images


ID: 531501

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